Megalocarpoidolide A - Compound Card

Megalocarpoidolide A

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Megalocarpoidolide A

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)C1=CCC[C@H]2[C@@]1(C)CC[C@H]([C@]2(CCc1cocc1)C(=O)O)C
InChI InChI=1S/C21H28O5/c1-14-7-10-20(2)16(18(22)25-3)5-4-6-17(20)21(14,19(23)24)11-8-15-9-12-26-13-15/h5,9,12-14,17H,4,6-8,10-11H2,1-3H3,(H,23,24)/t14-,17+,20+,21+/m1/s1
InChIKey ZLCBLYWDKVHGCG-KAKWUFLPSA-N
Formula C21H28O5
HBA 4
HBD 1
MW 360.45
Rotatable Bonds 5
TPSA 76.74
LogP 4.23
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 360.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton megalocarpoides Euphorbiaceae Plantae 1704624

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2016). New ent-Clerodane and Abietane Diterpenoids from the Roots of Kenyan Croton megalocarpoides Friis and M. G. Gilbert.. Planta Med,2016,82(11-12),1079-1086. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1CCC(CCC2)C(C23)CCC=C3

Level: 1

Mol. Weight: 360.45 g/mol

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 360.45 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 360.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.900
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.660
Plasma Protein Binding
90.1
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.140
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.430
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.240
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.480
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3.160
Rat (Acute)
2.720
Rat (Chronic Oral)
2.410
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
361.570
Hydration Free Energy
-4.690
Log(D) at pH=7.4
1.570
Log(P)
4.02
Log S
-4.94
Log(Vapor Pressure)
-7.55
Melting Point
140.41
pKa Acid
6.18
pKa Basic
6.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9429
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9429
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8881
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8881
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8317
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8317
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7731
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7731
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7672
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7672
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7555
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7555
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7437
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7437
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7412
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7412
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7365
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7365
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7343
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7343
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7307
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7307
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7275
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7275
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7267
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7267
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7154
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7154
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7052
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7052

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